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黄酮类化合物

黄酮类化合物 定义与结构特征

黄酮类化合物是一大类天然存在的有机化合物,属于酚类衍生物。它们的分子结构通常包含两个苯环(A和B环)和一个三碳环(C环),形成一个基本骨架。该骨架由多个亚结构组成,包括黄烷醇、黄酮、黄酮醇等。

生物来源

黄酮类化合物广泛存在于植物界中,常见于许多蔬菜、水果及中药中。例如,在大豆、柑橘、茶叶和甘草中都可以找到它们的身影。

化学性质 亲水性与溶解度

由于其分子结构中含有多个酚羟基,因此具有一定的亲水性和良好的溶解性,这使得黄酮类化合物在药物设计中扮演重要角色。

稳定性与光敏性

大多数黄酮类化合物相对稳定,在适宜条件下不易发生降解。但某些类型的黄酮对光照比较敏感,容易被氧化,导致颜色变化。

生理活性与药用价值

黄酮类化合物因其丰富的生理活性而备受关注,主要包括:

  • 抗氧化作用:可有效清除体内自由基,保护细胞免受损伤。
  • 抗炎效应:有助于减轻炎症反应,缓解症状。
  • 心血管保护:可能通过多种机制改善心脑血管健康。
  • 抗癌潜力:研究表明某些黄酮类物质具有抑制肿瘤生长的能力。
应用领域 食品工业

作为一种天然色素和抗氧化剂,被广泛应用于食品加工中以提高其保质期及营养价值。

化妆品行业

利用其良好的生物相容性和抗衰老特性,在化妆品配方中应用广泛。

药物开发

由于黄酮类化合物展现出广泛的药理活性,已成为新药研发的重要候选目标之一。

中文名称 英文名称 CAS号 化学式 结构式图片
—— 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one —— C27H30O15
5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
—— 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-[(2S,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]chromen-4-one —— C26H28O14
5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-[(2S,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]chromen-4-one
—— 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-[(2S,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]chromen-4-one —— C26H28O14
5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-[(2S,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]chromen-4-one
—— 7-[(2R,3R,4R,5S,6R)-3-[(2S,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one —— C26H28O14
7-[(2R,3R,4R,5S,6R)-3-[(2S,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
—— (2R,3S)-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C26H30O11
(2R,3S)-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— (2R,3S)-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C26H30O11
(2R,3S)-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— 2,6-dinitro-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-4-(trifluoromethyl)aniline —— C22H15F3N4O5
2,6-dinitro-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-4-(trifluoromethyl)aniline
—— 8-Methoxy-2-naphthalen-1-yl-chroman-3-one oxime 107170-50-3 C20H17NO3
8-Methoxy-2-naphthalen-1-yl-chroman-3-one oxime
—— 3-methyl-4-oxo-2-phenyl-N-[(1R,3R)-3-(trifluoromethyl)cyclohexyl]chromene-8-carboxamide —— C24H22F3NO3
3-methyl-4-oxo-2-phenyl-N-[(1R,3R)-3-(trifluoromethyl)cyclohexyl]chromene-8-carboxamide
—— 3-methyl-4-oxo-2-phenyl-N-[(1R,3S)-3-(trifluoromethyl)cyclohexyl]chromene-8-carboxamide —— C24H22F3NO3
3-methyl-4-oxo-2-phenyl-N-[(1R,3S)-3-(trifluoromethyl)cyclohexyl]chromene-8-carboxamide
—— 3-methyl-4-oxo-2-phenyl-N-[(1S,3S)-3-(trifluoromethyl)cyclohexyl]chromene-8-carboxamide —— C24H22F3NO3
3-methyl-4-oxo-2-phenyl-N-[(1S,3S)-3-(trifluoromethyl)cyclohexyl]chromene-8-carboxamide
—— [(2S,3S)-2-(1,3-benzodioxol-5-yl)-6-bromo-4-oxo-2,3-dihydrochromen-3-yl] N-cyclopentylcarbamate —— C22H20BrNO6
[(2S,3S)-2-(1,3-benzodioxol-5-yl)-6-bromo-4-oxo-2,3-dihydrochromen-3-yl] N-cyclopentylcarbamate
—— [(2S,3S)-6-methoxy-2-(3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl] N-(4-methylphenyl)sulfonylcarbamate —— C25H23NO8S
[(2S,3S)-6-methoxy-2-(3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl] N-(4-methylphenyl)sulfonylcarbamate
—— methyl (2S)-2-[[(2S,3S)-2-(1,3-benzodioxol-5-yl)-7-methoxy-4-oxo-2,3-dihydrochromen-3-yl]oxycarbonylamino]-3-methylbutanoate —— C24H25NO9
methyl (2S)-2-[[(2S,3S)-2-(1,3-benzodioxol-5-yl)-7-methoxy-4-oxo-2,3-dihydrochromen-3-yl]oxycarbonylamino]-3-methylbutanoate
—— methyl (2R,3S)-2-[[(2S,3S)-6-methoxy-2-(3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]oxycarbonylamino]-3-methylpentanoate —— C25H29NO8
methyl (2R,3S)-2-[[(2S,3S)-6-methoxy-2-(3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]oxycarbonylamino]-3-methylpentanoate
—— methyl (2S)-2-[[(2S,3S)-2-(1,3-benzodioxol-5-yl)-6-bromo-4-oxo-2,3-dihydrochromen-3-yl]oxycarbonylamino]-3-[(2-methylpropan-2-yl)oxy]propanoate —— C25H26BrNO9
methyl (2S)-2-[[(2S,3S)-2-(1,3-benzodioxol-5-yl)-6-bromo-4-oxo-2,3-dihydrochromen-3-yl]oxycarbonylamino]-3-[(2-methylpropan-2-yl)oxy]propanoate
—— [(2R,3R)-2-(1,3-benzodioxol-5-yl)-7-methoxy-4-oxo-2,3-dihydrochromen-3-yl] N-(4-fluorophenyl)sulfonylcarbamate —— C24H18FNO9S
[(2R,3R)-2-(1,3-benzodioxol-5-yl)-7-methoxy-4-oxo-2,3-dihydrochromen-3-yl] N-(4-fluorophenyl)sulfonylcarbamate
—— [(2R,3R)-2-(1,3-benzodioxol-5-yl)-7-methoxy-4-oxo-2,3-dihydrochromen-3-yl] N-(3-bromo-4-methylphenyl)carbamate —— C25H20BrNO7
[(2R,3R)-2-(1,3-benzodioxol-5-yl)-7-methoxy-4-oxo-2,3-dihydrochromen-3-yl] N-(3-bromo-4-methylphenyl)carbamate
—— [(2S,3S)-6-methoxy-2-(3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl] N-(2-phenoxyethyl)carbamate —— C26H25NO7
[(2S,3S)-6-methoxy-2-(3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl] N-(2-phenoxyethyl)carbamate
—— [(2S,3S)-6-bromo-2-(3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl] N-(3-bromo-4-methylphenyl)carbamate —— C24H19Br2NO5
[(2S,3S)-6-bromo-2-(3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl] N-(3-bromo-4-methylphenyl)carbamate
—— [(2R,3R)-2-(3-bromo-4-methoxyphenyl)-6-methoxy-4-oxo-2,3-dihydrochromen-3-yl] N-[2-(3,4-dimethoxyphenyl)ethyl]carbamate —— C28H28BrNO8
[(2R,3R)-2-(3-bromo-4-methoxyphenyl)-6-methoxy-4-oxo-2,3-dihydrochromen-3-yl] N-[2-(3,4-dimethoxyphenyl)ethyl]carbamate
—— ethyl 2-[[(2S,3S)-2-(1,3-benzodioxol-5-yl)-6-bromo-4-oxo-2,3-dihydrochromen-3-yl]oxycarbonylamino]acetate —— C21H18BrNO8
ethyl 2-[[(2S,3S)-2-(1,3-benzodioxol-5-yl)-6-bromo-4-oxo-2,3-dihydrochromen-3-yl]oxycarbonylamino]acetate
—— (2S,3S)-2-(1,3-benzodioxol-5-yl)-6-bromo-3-hydroxy-2,3-dihydrochromen-4-one —— C16H11BrO5
(2S,3S)-2-(1,3-benzodioxol-5-yl)-6-bromo-3-hydroxy-2,3-dihydrochromen-4-one
—— ethyl 2-[[(2S,3R)-6-methoxy-2-(3-methoxyphenyl)-3,4-dihydro-2H-chromen-3-yl]oxycarbonylamino]acetate —— C22H25NO7
ethyl 2-[[(2S,3R)-6-methoxy-2-(3-methoxyphenyl)-3,4-dihydro-2H-chromen-3-yl]oxycarbonylamino]acetate
—— [(2S,3S)-7-methoxy-4-oxo-2-[3-(trifluoromethyl)phenyl]-2,3-dihydrochromen-3-yl] N-(1,3-benzodioxol-5-ylmethyl)carbamate —— C26H20F3NO7
[(2S,3S)-7-methoxy-4-oxo-2-[3-(trifluoromethyl)phenyl]-2,3-dihydrochromen-3-yl] N-(1,3-benzodioxol-5-ylmethyl)carbamate
—— methyl (2S)-2-[[(2R,3R)-2-(1,3-benzodioxol-5-yl)-7-methoxy-4-oxo-2,3-dihydrochromen-3-yl]oxycarbonylamino]-3-methylbutanoate —— C24H25NO9
methyl (2S)-2-[[(2R,3R)-2-(1,3-benzodioxol-5-yl)-7-methoxy-4-oxo-2,3-dihydrochromen-3-yl]oxycarbonylamino]-3-methylbutanoate
—— [(2R,3R)-2-(3-bromo-4-methoxyphenyl)-6-methoxy-4-oxo-2,3-dihydrochromen-3-yl] N-[4-(difluoromethoxy)phenyl]carbamate —— C25H20BrF2NO7
[(2R,3R)-2-(3-bromo-4-methoxyphenyl)-6-methoxy-4-oxo-2,3-dihydrochromen-3-yl] N-[4-(difluoromethoxy)phenyl]carbamate
—— [(2S,3S)-6-bromo-2-(3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl] N-[4-(difluoromethoxy)phenyl]carbamate —— C24H18BrF2NO6
[(2S,3S)-6-bromo-2-(3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl] N-[4-(difluoromethoxy)phenyl]carbamate
—— [(2S,3S)-6-bromo-2-(3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl] N-(1,3-benzodioxol-5-ylmethyl)carbamate —— C25H20BrNO7
[(2S,3S)-6-bromo-2-(3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl] N-(1,3-benzodioxol-5-ylmethyl)carbamate
—— [(2S,3S)-7-methoxy-4-oxo-2-[3-(trifluoromethyl)phenyl]-2,3-dihydrochromen-3-yl] N-cyclopentylcarbamate —— C23H22F3NO5
[(2S,3S)-7-methoxy-4-oxo-2-[3-(trifluoromethyl)phenyl]-2,3-dihydrochromen-3-yl] N-cyclopentylcarbamate
—— (2S,3R,4S)-6-bromo-2-(3-methoxyphenyl)-3,4-dihydro-2H-chromene-3,4-diol —— C16H15BrO4
(2S,3R,4S)-6-bromo-2-(3-methoxyphenyl)-3,4-dihydro-2H-chromene-3,4-diol
—— [(2S,3R)-6-methoxy-2-(3-methoxyphenyl)-3,4-dihydro-2H-chromen-3-yl] N-[4-(difluoromethoxy)phenyl]carbamate —— C25H23F2NO6
[(2S,3R)-6-methoxy-2-(3-methoxyphenyl)-3,4-dihydro-2H-chromen-3-yl] N-[4-(difluoromethoxy)phenyl]carbamate
—— [(2S,3S)-6-bromo-2-(3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl] N-[(1S)-1,2,3,4-tetrahydronaphthalen-1-yl]carbamate —— C27H24BrNO5
[(2S,3S)-6-bromo-2-(3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl] N-[(1S)-1,2,3,4-tetrahydronaphthalen-1-yl]carbamate
—— [(2S,3S)-2-(1,3-benzodioxol-5-yl)-7-methoxy-4-oxo-2,3-dihydrochromen-3-yl] N-(furan-2-ylmethyl)carbamate —— C23H19NO8
[(2S,3S)-2-(1,3-benzodioxol-5-yl)-7-methoxy-4-oxo-2,3-dihydrochromen-3-yl] N-(furan-2-ylmethyl)carbamate
—— [2-[(4aS,9aS)-6-methoxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-5-methoxyphenyl] 4-methylbenzenesulfonate —— C33H38O6S
[2-[(4aS,9aS)-6-methoxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-5-methoxyphenyl] 4-methylbenzenesulfonate
—— N-[(Z)-[(4S)-2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]methylideneamino]-2,4-dinitroaniline —— C30H24N4O7
N-[(Z)-[(4S)-2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]methylideneamino]-2,4-dinitroaniline
—— N-[(Z)-[(4R)-2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]methylideneamino]-2,4-dinitroaniline —— C30H24N4O7
N-[(Z)-[(4R)-2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]methylideneamino]-2,4-dinitroaniline
—— (1aR,7R,7aR)-1,1-dichloro-1a-(4-ethoxyphenyl)-7-(2-methylphenyl)-7,7a-dihydrocyclopropa[b]chromene —— C25H22Cl2O2
(1aR,7R,7aR)-1,1-dichloro-1a-(4-ethoxyphenyl)-7-(2-methylphenyl)-7,7a-dihydrocyclopropa[b]chromene
—— echioidin 6736-71-6 C22H22O10
echioidin
—— (2S,3R,4S,5S,6R)-6-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid —— C22H20O13
(2S,3R,4S,5S,6R)-6-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
—— (2R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,3-dihydrochromen-4-one —— C21H22O10
(2R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,3-dihydrochromen-4-one
—— (2R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,3-dihydrochromen-4-one —— C21H22O10
(2R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,3-dihydrochromen-4-one
—— (2R,3R,4S,5S,6S)-6-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid —— C22H20O13
(2R,3R,4S,5S,6S)-6-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
—— (2R,3R,4S,5S,6R)-6-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid —— C22H20O13
(2R,3R,4S,5S,6R)-6-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
—— [(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-[[(2R)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxan-2-yl]methyl (Z)-3-(4-hydroxyphenyl)prop-2-enoate —— C30H28O12
[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-[[(2R)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxan-2-yl]methyl (Z)-3-(4-hydroxyphenyl)prop-2-enoate
—— methyl (2S)-2-[[(2S,3S,4R,5R,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carbonyl]amino]-4-methylsulfanylbutanoate —— C27H29NO12S
methyl (2S)-2-[[(2S,3S,4R,5R,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carbonyl]amino]-4-methylsulfanylbutanoate
—— methyl (2S)-2-[[(2S,3S,4R,5R,6R)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carbonyl]amino]-4-methylsulfanylbutanoate —— C27H29NO12S
methyl (2S)-2-[[(2S,3S,4R,5R,6R)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carbonyl]amino]-4-methylsulfanylbutanoate
—— methyl (2S)-2-[[(2R,3S,4R,5R,6R)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carbonyl]amino]-4-methylsulfanylbutanoate —— C27H29NO12S
methyl (2S)-2-[[(2R,3S,4R,5R,6R)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carbonyl]amino]-4-methylsulfanylbutanoate
—— methyl (2S)-2-[[(2R,3S,4R,5R,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carbonyl]amino]-4-methylsulfanylbutanoate —— C27H29NO12S
methyl (2S)-2-[[(2R,3S,4R,5R,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carbonyl]amino]-4-methylsulfanylbutanoate
—— ethyl 2-[[(2R,3S,4R,5R,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carbonyl]amino]acetate —— C25H25NO12
ethyl 2-[[(2R,3S,4R,5R,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carbonyl]amino]acetate